Thanks again for all the support and kind messages and tips in my messages. I’ve noticed a lot of messages regarding the pictures themselves and after much consideration its best i don’t share them for obvious reasons. I entertained the idea just by the amount of requests i received and how people genuinely wanted to see them to enhance their experience reading this. I made a promise to her regarding them and it would not feel right breaking it, it was a poor lapse of judgment on my part to even ponder it and am sorry if i got anyone’s hopes up. I did read a few suggestions in terms of how to fix this issue and thought they were really smart. I’m curious what would work best for the readers here, should i find a picture online of someone who has the closest body type to hers and post that almost as a visual placeholder? Should i crop and heavily edit one of her modeling pictures from Instagram since she gave her blessing for it to be public? Did me adding that template picture add anything to the story? Let me know in the comments and i’ll try my best to accommodate. Anyway here is the long awaited part 3 enjoy :)
A couple months pass from the last time me and my sister spoke but i still heavily thought about our next meeting. Finally an opportunity presents itself for me to make the trip out of town without raising concern as to why since my girlfriend was home a lot more around this time. My brother and myself attend a yearly convention held in my sister’s city so i had the perfect out to leave for the day with no questions asked. The anticipation leading up to the day was agonizing, i just wanted to get it over with just because the sheer excitement of it was driving me wild. I ran through every scenario in my head as to what may happen and it turned me on immensely. I took the precaution of not jerking off for 3 days prior to my visit in the odd event that this would be the time she finally agreed to watch me cum. That was the hardest 3 days of my life considering when ever i thought about this or her my heart would start racing and it would turn me on instantly.
I pack up my camera and the rest of my things for the convention and me and my brother headed out of town. I was obviously not acting myself that day but luckily my brother has never been very observant on these kind of things so it was just an ordinary day for him but little did he know it would be a legendary day for me. I decided to skip on renting some lighting rigs as the car was already packed full and i did not want to raise suspicion as to why i had them. I just had way to much on my mind i honestly did not prepare for this at all, i figured id just wing it and hopefully get a good shot or two. We spend our day at the convention and had a good time, im sometimes required to travel for work so i told my brother i would be leaving him at the venue for awhile while i took care of some quick work. He agreed and decided to head to a nearby casino and have some drinks and do some gambling while i was gone. I was very happy he did that and didn’t want to just wait in the car and tag along, so at this point everything was lining up for me. I go to my car and drive to my sisters place. I was in such a hurry and my mind was clouded with excitement that i ended up getting two speeding tickets in the mail the next month just from the short 10 minute trip.
I arrive and pay for parking than i enter the building and i ring the buzzer. My sister has always been a very tardy person and follows through very poorly on plans so i was relived when she answered back and opened the complex door. We meet in the lobby and exchanged hugs and hellos and than she took me to her suite. I got in and put my bags down and sat down on the couch, she picked up on the fact i was nervous and re assured she felt the same but once we get all the awkwardness out of the way we would be fine like we usually are. She sat down with me and offered we do shots to calm our nerves, i obliged and only did one and slammed a beer since i would be driving later that evening and didn’t want to risk getting to tipsy. She had a few shots and a glass of wine before she made us a lovely chicken dinner. After dinner we played some cards together and got more comfortable for the evening. I was still very nervous and was now feeling hesitant about the whole situation and honestly debated just calling it off. After pondering it i knew i had come to far and that and knew i would do it considering my past track record with feelings like this. I asked her if she was ready to shoot and she told me that she would like some time to get ready and clean herself up a bit. She wanted to look her best and i understood, i was just surprised she didn’t do it before my arrival considering we didn’t have all night as we had to return that day back home. She leaves the living room and heads to the bathroom, before heading in she turned to me and took me off guard by asking if i wanted her to shave her pussy for the shoot. I asked what she was rocking at the moment and she dropped her yoga pants and was sporting a tiny neatly trimmed landing strip.. I really appreciated her willingness to make my vision of what i wanted in my pictures to come true considering the amount of cash i was sinking into this. After seeing her eagerness to expose herself to me like that i could already feel my penis ready to blow, it had been days and i was just dying for a sweet release. I told her i liked it bald and that it looked very nice on the last pictures she sent me, she said no problem and than hopped in the shower.
The short 10 minute shower she had felt like ages while i sat patiently on her couch, my penis still incredibly erect and with every movement of my penis against my pants it sent intense shivers up my spine. I debated rubbing one out while she was in there but did not want to waste it taking into account how i tried so hard to not cum for those few days. Finally the door cracks open and my eyes are instantly fixated on the door. The moment felt so surreal and similar to a dream or a perfectly directed scene from a movie. She stepped out slowly while the steam escaped into the room, she was soaking wet from head to toe and emerged wearing only a short towel covering her whole body. Seeing her wet like this took me back to our times at the beach together, everything was coming full circle for me. She said she was going to go dry off now and it took everything in me not to open my mouth and ask her if i could watch. It was already obvious that i was now the creepy pervey brother but i didn’t want to push my luck before we shot. She went to her room and got herself ready, she did her hair very pretty and nice for me and even re-applied her makeup. As i waited on the couch i was scrambling to come up with some kind of concept or find a shoot online i could replicate, i just couldn’t believe that the time had finally come and here i was clueless with nothing more than a vague idea of what i wanted for my pictures.
Finally she steps out of her room wearing an extremely sexy pair of pink matching lingerie that i can only imagine her boyfriend bought for her. My jaw hit the floor and i began complimenting her on how beautiful she was and thanked her so much for the effort she was putting into this. She was very gracious and told me she wanted to give it her best and knew how badly i wanted this to work out. I stand up with my penis once again protruding from my pants, i asked if i could remove my jeans since it was killing me having my penis all crammed up tightly in them and she said go ahead nothing she hasn’t seen before. I remove my pants and was now in my underwear with my penis even more visible to my sister, i would catch her eyes glancing at it from time to time and it was so incredibly hot to think that maybe now she was lusting after my body as i do for hers. We go to her bedroom and she climbs on the bed, i unpack my equipment and get it ready and take a few test shots of the room to make sure my settings were correct. I open some windows and let in some let and things start looking good on my end and so we decide its finally time to begin the shoot.
I start by asking her to remove her bra and so she does, it was so sexy how obedient she was and her desire to do as i asked made me thankful i had a sister who would risk a lot just for me. I would later regret not taking some photos of her in her lingerie, I was just so focused on getting to the goods i didn’t appreciate just how well put together her outfit was and how well her body filled it out, i can still see it in my head to this day and would have loved to have captured that moment but we make mistakes so we can learn from them. I asked her to put one hand behind her hand and with her other hand slowly pull her panties down. She does so immediately and i snap a couple pictures, i than request she push her boobs together and squeeze them for a few photos, she does so and i was on cloud nine while she gave me different facial expressions while squeezing her breasts inches away from me. She is a regular partaker in yoga so she suggested she do a few yoga poses for me and i agreed as at this point my brain was totally numb from the experience and had no other direction to give her. She gives me around 6 hot yoga poses and i remember back to a video i used to jerk it to in my youth of Sarah Underwood doing yoga poses nude for i believe the playboy channel and i was beginning to think to myself that my entire life had been leading to this moment with my sister and that i may have reached the pinnacle of my adulthood.
I ask her if she would remove her panties for me for some shots and she does. She reminded me she would be very selective about which shots i could keep of her bottomless and that she wanted nothing extremely explicit. I agreed and than asked her if she would pretend to masturbate for a few photos, she said sure but requested i shoot it from the side of her body as opposed to between her legs, i said that was fair and than proceeded to watch her rub her pussy gently while trying to simulate a face that would look the part of her getting off. For some odd reason i just wasn’t feeling the in-authenticity of it and suggested we move one to the next pose. I than asked if i could take some extreme closeup shots of her tits and she had no problem with it. I’m still very lucky she agreed to me using my own high end camera but i don’t think she clued into how high resolution these photos would be, odd thing is she used to sell cameras for a living so i just assumed she knew what kind of detail i was looking to capture that day. Each pic i shot i chose the max res settings for it and each shot came out to around 16 MB. I began taking my extreme closeups and i shot those perfect breasts from every which way i could think of and every angle imaginable, i had quite possibly one of my favorite pairs of tits in front of my face and i was not going to pass up the chance of her giving me free reign to do what i pleased. I requested of she could get her nipples hard for a few of the shots so she went to the kitchen grabbed a ice cube tray out of the fridge and brought it back to the bedroom with her and started pressing the ice cubes on her nipples. It worked instantly and they were rock hard as was me still at that time. i take a few more shots before we moved into the living room to see what kind of shots we could come up with there.
She sits down on the couch and we brainstorm some more ideas,i asked her if she would be comfortable spreading her legs for me but covering her pussy with both hands and i could take a few shots like that. She said it was cool as long as she was covered fully, she than spread her legs but did not cover herself right away. I gazed at her spread pussy just an arms length away from me and was floored at how perfect it was. The full frontal pictures i got before lead me to believe it was a meaty thick pussy and that had been now confirmed, she had big beautiful pussy lips that were a perfect shade of pink. I was curious from the previous pictures of her i had if she had one of those roast beef pussy’s but was very happy to see this was not the case. She also had a larger than normal clit which i’ve always found very attractive and i thought about how lucky her boyfriend was that he got the honor of eating that perfect pussy daily. Before covering up she slid down the leather couch a bit and a caught a glimpse of her butt hole. After we both noticed how much i had seen our eyes met and she had an expression of oops that wasn’t supposed to happen look on her face. I’m not much of an asshole guy but i could tell she was groomed to perfection down below,if given the chance i would have eaten her ass no questions asked that day. She re-adjusts herself and covers herself up, i take the pictures but the mental image of her sitting totally exposed in front of me will always top the pictures i took of her in that position and will be superimposed in my brain for the rest of my days.
We throw around some ideas for more poses and set ups but nothing seems to be clicking at this point and just felt like we were taking pictures just for the sake of it. My sister than brought up the fact at how amazed how i managed to stay erect for the 2 hours we shot our set together. We both laughed and she said my girlfriend was very lucky, i told her its taken so much willpower to keep it in my pants today and ive been edging on busting since i basically started my drive here. She admired my willpower and suggested we take a few more pictures in the bedroom and than call it a day. I said sure and we went back to her bedroom, at this point my mind was racing at what she had in store for me and just what was going to happen between us. I follow behind her and notice how incredible her ass was, i’ve been so fixated on her boobs for years i never took the time to appreciate the perfectly sized,shaped,plump ass she had, I laughed and said i have to get a few shots of her from behind and she told me she wasn’t sure if i wanted any since it was quite obvious i was a boob man. She turned around and took a few tasteful ones, i didn’t get shots to wild as she said she wasn’t spreading her cheeks and considering i already got an eyeful today in regards to it and we both laughed about it.
She than plops down in front of me on her bed basically eye level with my penis and begins to tell me that it was not very fair that she was the only one that got naked today. I instantly became aware of what might be happening and at this point i was just going to roll with it, it was turning into every brother/sister porn i ever watched and i was finally going to get a chance to live out the dream. I played it cool and jokingly said you got a good point there maybe i will take these off, i mean you’ve seen it before. She playfully told me it was only fair considering we promised each other we would make the most out of it and have fun together and just laugh at the weirdness of it all today and that it wasn’t a big deal. She was playing it real safe and really cool but i could read between the lines that she obviously wanted me to take my underwear off. I figured it was her way of being even with me considering she shared so much of her body with me today she i agreed and slowly pulled down my underwear exposing my penis to her. Her eyes met my tip and i could see her eyes fixated on it looking at every detail as i did to her. I apologized for it not being that impressive considering im maybe average size at my hardest but she giggled and said asked why are boys so worried about that, she told me she didn’t care and said it was a decent size and straight as an arrow and that it was pretty. I thanked her and told her i have never heard complimented like that before and we both laughed at the whole scenario naked in her room.
She began to tell me how thankful she was for all the money i had given her and how she truly felt more connected to me than ever over something so strange and taboo. She expressed her gratitude for not telling any family or friends and was hopeful she gave me everything i wanted today and hoped the shots turned out as i would have liked. I expressed to her how i should be the one extremely in debt to her and that no amount of words could do justice how kind she was about the whole process and how lucky i was to not be labeled a creep or a perv by her and then be ratted out to our parents for even bringing up something like this to my sister. She agreed at how at first it was a little bit much but just the confidence boost she got from it and the thought of me beating off to her pictures every night was very flattering to her and she got over the awkwardness pretty quickly. She than told me how her boyfriend and her don’t really have sex anymore these days and that knowing that i was getting sexual gratification from her pics was enough to keep her happy. I was floored by the fact he wasn’t hitting that every second of everyday, i told her how if i was him i would be filling her up daily and told her how much he was missing with such a stunning catch like herself. She thanked me and told me how flattered she was by the comments as creepy as they may come off she told me she knows i mean well.
She once again thanked me for the quite large amount of cash i gave her for all this and i told her not to worry about it. I made good money at my job and would have honestly paid double for this experience. She told me to sit on the bed and so i did right away. She put her hand on my thigh and started to tell me how she didn’t feel like she earned that $300 yet and how i was getting the raw end of the deal this time. I told her it was all good and not to be concerned but in my head i was intrigued as to where it would go so i needed to play this as good as i could. She insisted that she could do a little more for me in the time we had left and of course i told her i was all ears and was open to any suggestion she had. She said she wanted to send me home with something i would remember forever and something that would be worth my money just to make us even. At this point i did not care i had a girlfriend or how i would be overcome by guilt again, I was ready for whatever my sister gave me and i would accept at all costs. She looked me in the eyes and told me to lay down on the bed, i quickly put my head down on her pillow with my penis pointing towards the sky and got myself into position. She goes to the nightstand and grabs my camera off it than hands it to me. She climbs onto the bed and swings her legs over my body and straddles me. Her beautiful pussy is inches away from my penis as she places her hands on my thighs. I take a deep breathe before she begins assuring me that this is okay and no lines will be crossed. I did not care at this point and just asked if she was sure she wanted to do this. She told me that i didn’t even know what was happening yet and not to worry about it she would handle the rest. She once again stated very clearly that this would not be cheating and that no one would find out about this and neither of us should feel ashamed about this. She than wrapped her hand gently around my dick and slowly pulled back my foreskin. The action of her doing that made my dick grow even more in her hand, looking down at it in her soft hands was an amazing feeling, it never looked bigger and was visibly pulsing and throbbing in her hand just by how tight of a grip she placed on it.She stroked me up and down around 5 times before asking if he was ready to go. I said i have waited for this my whole life of course im ready. She instructed me to take my camera and snap as many pictures as id like. I could feel her hand squeezing it harder and i could see her gaze drifting between my eyes,the camera lens and my cock. Could this finally be it?, did she give some thought and consideration to my past offers? Was my end game fantasy about to be a reality? Was i finally going to be gifted with that……Sweet Release?
To be continued in part 4
Source: reddit.com/r/gonewildstories/comments/9rjsfz/my_step_sister_f_fulfilled_one_of_my_m_biggest
You tease..
Nice story so far. End the story in the next part. No more teasing.
Dammit cliffhanger ?.
Tease!!!!
MOTHER FUCKER!!! Can’t leave me hanging like this!!! Shit. When do we get the next part??
Fuck you. Amazing story though, can’t wait for the next part.
Haha. You SOB. Nice
You must write for HBO, what a cliffhanger! Can’t wait for part 4!
Please correctly use than and then. It was so hard for me to read just because of this. [https://www.grammar-monster.com/easily_confused/than_then.htm](https://www.grammar-monster.com/easily_confused/than_then.htm)
> Should i crop and heavily edit one of her modeling pictures from Instagram since she gave her blessing for it to be public?
NO! Do not do this. Far too easy for someone to find the source. You made the right decision to not share her photos. Please don’t jeopardize her safety and privacy.
Wow good cliff hanger there patiently waiting for part 4
Well, that was a long ride to get to the cliff. Give it to us, bro!
!remindme 7 days
I would love to be you, and of course I would love to see your sister, BUT. Do not share any real content of her, maybe a similar picture on the net or something like that would be a good idea.
​
This is your family you are talking about, you never know who is reading your story in their computer.
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god this is pathetic
Now I’m curious. Did she give you a blowjob or just stroke you off with her hand? Did she let you cum on her? Perhaps on her tits or better in her mouth?
!remindme
Painting a good picture here.. love to see the pics
I really love these stories!!!!!!! I think it would be neat if you posted a comparable pic as opposed to the real ones.
Great series! Waiting for part 4
While the (step) sister part does nothing for me, I had a similar, but far less hot experience of taking pictures of an old friend of mine years back. Can’t wait to read the rest you teasing bastard!
Honestly about pictures, really its not cool if you upload the pictures you took of her. But you sure can crop some of her instagram photos and show us, I think most of us want to see her I mean the body.
!remindme 7 days
!remindme 3 days
Don’t use any real pictures of her, regardless if instagram or taken by you. Beside consent, think about how much it would hurt her if she would find out, now imaging how much it would hurt her and you family if them herpaderpredditass approaches them because we did use some tools like tiny eye and found her real instagram, later model agent and then her real adress. Really, it’s just not worth it and it wouldn’t be ok as well. Just use some similar photos, nobody know’s how she looks anyway!
!remindme 3 days
Cheap bastard!! I would have given her a monthly stipend of at least 500 pic or not.
She would have made it right.
!remindme 4 days
Let us know when you post another!